
Find Hotels with a Pool in Montecastelli
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Montecastelli Hotels with a Pool
Tonight
Aug 28 - Aug 29Tomorrow
Aug 29 - Aug 30This weekend
Aug 28 - Aug 30Next weekend
Sep 4 - Sep 6Our top choices for Montecastelli hotels with a pool




1. Castello di Casole, A Belmond Hotel, Tuscany
Castello di Casole, A Belmond Hotel, TuscanyCasole d'Elsa
- A dreamy Tuscan poolside escape where luxury meets Italian countryside charm.
¥321,101
¥353,582 total
includes taxes & fees
Aug 29 - Aug 30




2. Borgo Santo Pietro
Borgo Santo PietroChiusdino
- Tuscan oasis boasts poolside luxury with cabanas, spa treatments, and hot tub escapes.
¥167,986
¥186,641 total
includes taxes & fees
Aug 30 - Aug 31




3. Hotel Casolare Le Terre Rosse
Hotel Casolare Le Terre RosseSan Gimignano
- Dive into a sparkling oasis with loungers and umbrellas at this seasonal pool sanctuary.
¥26,946
¥30,754 total
includes taxes & fees
Sep 28 - Sep 29




4. Villa Sabolini
Villa SaboliniColle di Val d'Elsa
- Sunshine dances across the tranquil outdoor pool at this historic Tuscan villa.
¥31,211
¥35,075 total
includes taxes & fees
Sep 28 - Sep 29
¥11,419
¥14,047 total
includes taxes & fees
Sep 28 - Sep 29




6. Borgo Pignano Volterra Tuscany
Borgo Pignano Volterra TuscanyVolterra
- Serene Tuscan getaway with 2 outdoor pools and children's splash zone, nestled near historic San Gimignano landmarks.
¥107,544
¥119,228 total
includes taxes & fees
Sep 10 - Sep 11




7. Hotel San Lino
Hotel San LinoVolterra
- Soak up the sun at a private pool sanctuary with loungers and a poolside bar in Tuscany.
¥17,419
¥20,276 total
includes taxes & fees
Sep 15 - Sep 16
¥21,735
¥25,208 total
includes taxes & fees
Aug 30 - Aug 31
View all properties
Top Montecastelli Hotel Reviews
Poderi Arcangelo
8/10 Good
"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."
Hotel Italia
10/10 Excellent
"Staff were most courteous, both at front desk (local map offered on checkin) and in breakfast room. Breakfast buffet offered plenty of choices. Room and bathroom clean and tidy. City attractions dispersed throughout city, but walking made them accessible."
Borgo Santo Pietro
10/10 Excellent
"Staff were incredible and the place was beautiful!! We will be back"
Hotel Il Piccolo Castello
8/10 Good
"The rooms are a little dated, with a strong smell of damp. But for the few nights we stayed, it was acceptable and comfortable. The receptionist wasn't particularly friendly. The breakfast is good, and the pool is nice. The location is lovely."
Relais Santa Chiara Hotel by Double Hospitality
10/10 Excellent
"Our stay was wonderful, the staff were friendly and very helpful. The hotel has great amenities that were a real standout during our stay, we loved the pool and the breakfast was delicious with extensive options. The grounds are well maintained and it was very enjoyable to sit around and take in the beautiful views and atmosphere. A must stay!"
Castello di Casole, A Belmond Hotel, Tuscany
10/10 Excellent
"Once in a lifetime trip. The facilities, the staff, the rooms, the views, the activities were all exceptional."
Hotel Sovestro
8/10 Good
"The breakfast was very good with also great parking The outdoor pool area is very nice and well maintained"
Hotel Pescille by Double Hospitality
10/10 Excellent
"Superb stay, lovely pool, views are amazing, really nice breakfast and evening meal. Highly recommended."















